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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204425Generated: November 1, 2026

2,2'-Bipyridine → HCID 86703246, compound

https://huagongshe.com/reaction/2204425

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2'-BipyridineHCID 1474—
ReactantSodium CarbonateHCID 10340—
ReactantCyclopropylboronic acidHCID 2760897—
Reactantmethyl 1H-pyrrole-3-carboxylateHCID 12361759—
CatalystCupric acetateHCID 8895—
ProductHCID 86703246HCID 8670324657.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of methyl 1H-pyrrole-3-carboxylate (500 mg, 4.00 mmol), cyclopropylboronic acid (686 mg, 7.99 mmol), copper(II) acetate (726 mg, 4.00 mmol), 2,2′-bipyridyl (624 mg, 4.00 mmol), sodium carbonate (847 mg, 7.99 mmol) was stirred at 70° C. for 16 hr, concentrated, diluted in EtOAc/water, and extracted twice with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), and concentrated. The crude material was purified by silica gel column chromatography (hexane/EtOAc 4:1) to afford the title compound (377 mg, 57% yield) as a yellow oil. TLC (hexane/EtOAc 4:1): Rf=0.26.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-4c7e14684c724464a6b260b1f0257719
Source noteuspto-grants-2016_06